HCID 58392215, compound → HCID 58392352, compound

HRID 561562Notes

Reaction equation

HRID 561562 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:13]2[C:21]3[C:16](=[C:17]([CH2:22][S:23][CH3:24])[CH:18]=[CH:19][CH:20]=3)[NH:15][CH:14]=2)[CH2:9][CH2:10][C:11]#[N:12])=[CH:4][CH:3]=1.CS(CC1C=CC=C2C=1NC=C2C(C1C=CC(C(F)(F)F)=CC=1)CCC#N)=[O:27]>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]([C:13]2[C:21]3[C:16](=[C:17]([CH2:22][S:23]([CH3:24])=[O:27])[CH:18]=[CH:19][CH:20]=3)[NH:15][CH:14]=2)[CH2:9][CH2:10][C:11]#[N:12])=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 58392215HCID 58392215, compoundHCID 58392342HCID 58392342, compound

Product 1

HCID 58392352HCID 58392352, compound

Procedure

The title compound was prepared starting from 85.0 mg (0.24 mmol) of the compound from Example 36 in analogy to the synthesis of the compound from Example 77. Purification by preparative HPLC (RP18 column; mobile phase: acetonitrile-water gradient with addition of 0.1% formic acid) resulted in 86 mg (97% of theory) of the title compound as mixture of diastereomers.

Workup

  1. customThe title compound was prepared
  2. customPurification
  3. additionby preparative HPLC (RP18 column; mobile phase: acetonitrile-water gradient with addition of 0.1% formic acid)

Sources & evidence

ORD record
ord-ea23b700c0c54861a0510f185c19b41a
Source dataset
uspto-grants-2011_11
Patent number
US08063234B2

Reaction notes

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